Open AccessImproving the Robustness of Organic Semiconductors through Hydrogen Bonding
Author(s) -
Paula Gómez,
Stamatis Georgakopoulos,
Miriam MásMontoya,
Jesús Cerdá,
José Pérez,
Enrique Ortı́,
Juan Aragó,
David Curiel
Publication year - 2021
Publication title -
acs applied materials and interfaces
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.535
H-Index - 228
eISSN - 1944-8252
pISSN - 1944-8244
DOI - 10.1021/acsami.0c18928
Subject(s) - materials science , stacking , organic semiconductor , hydrogen bond , intermolecular force , supramolecular chemistry , chemical physics , acceptor , semiconductor , molecule , conjugated system , nanotechnology , robustness (evolution) , polymer , optoelectronics , organic chemistry , condensed matter physics , chemistry , biochemistry , physics , composite material , gene
Molecular organization plays an essential role in organic semiconductors since it determines the extent of intermolecular interactions that govern the charge transport present in all electronic applications. The benefits of hydrogen bond-directed self-assembly on charge transport properties are demonstrated by comparing two analogous pyrrole-based, fused heptacyclic molecules. The rationally designed synthesis of these materials allows for inducing or preventing hydrogen bonding. Strategically located hydrogen bond donor and acceptor sites control the solid-state arrangement, favoring the supramolecular expansion of the π-conjugated surface and the subsequent π-stacking as proved by X-ray diffraction and computational calculations. The consistency observed for the performance of organic field-effect transistors and the morphology of the organic thin films corroborate that higher stability and thermal robustness are achieved in the hydrogen-bonded material.